The twentieth century turned Fairfield toward New York: Metro-North made it an hour’s commute, Fairfield University opened in 1942 and Sacred Heart University in 1963, and the four miles of Sound-front beaches — Jennings, Penfield, Sasco — became the summer heart of town. On Greenfield Hill the dogwoods that Timothy Dwight praised in his 1794 epic poem “Greenfield Hill” still bloom each May, and along the shore the tide keeps sorting sand, shells, and the odd worn fragment of the town’s long story — beachcombers have been reading Fairfield’s history out of its sand for generations.
The four squares grew into a seat of government: Fairfield served as the county seat of Fairfield County from 1666 until 1853, its courthouse and green the legal center of southwestern Connecticut. The town lived on farming, fishing, and coastal trade, and its records carry one of New England’s notable early legal stories — in 1654 Mary Staples of Fairfield became the first woman tried for witchcraft in Connecticut, and was acquitted, thirty-eight years before the Salem trials began.
Why People Visit Fairfield Connecticut
Fairfield offers a deep colonial history, a National Register town green, the Federal-era Burr Mansion and surrounding streetscape, the Greenfield Hill village preserved intact from before the Revolution, an offshore lighthouse, four miles of Sound beaches, and the original Boston Post Road running through the middle of it all. Visitors come for the museum and the green, the Federal architecture along Beach Road, the Greenfield Hill drive in apple season, the Pequot Library, Jennings Beach in summer, and the simple shoreline pleasures of a town that was founded by the lawyer who wrote America's first constitution and rebuilt itself after the British burned it down. It is layered, walkable, and very Connecticut.
